1,3,4,5-四氢-2H-1-苯并氮杂卓-2-酮合成路线 (共 62 条)
反应条件
sulfuric acid; nitric acid Title compound not separated from byproducts;
参考文献
Osadchii, S. A.; Kochubei, N. V.
Russian Journal of Applied Chemistry, 1994 , vol. 67, # 11.2 p. 1674 - 1676
Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1994 , vol. 67, # 11 p. 1909 - 1911
反应条件
1: TMSCl, NaI, I2 2: NH3 View Scheme
参考文献
Armstrong, Joseph D. III; Eng, Kan K.; Keller, Jennifer L.; Purick, Robert M.; Hartner, Frederick W. Jr.; et al.
Tetrahedron Letters, 1994 , vol. 35, # 20 p. 3239 - 3242
反应条件
sulfuric acid; nitric acid Title compound not separated from byproducts;
参考文献
Osadchii, S. A.; Kochubei, N. V.
Russian Journal of Applied Chemistry, 1994 , vol. 67, # 11.2 p. 1674 - 1676
Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1994 , vol. 67, # 11 p. 1909 - 1911
反应条件
1: 90 percent / PCl5 / xylene / 0.5 h / 90 °C 2: 95 percent / H2, sodium acetate / 5percent Pd/C / acetic acid / 0.5 h / 760 Torr / Ambient temperature View Scheme
参考文献
Watthey; Stanton; Desai; Babiarz; Finn
Journal of Medicinal Chemistry, 1985 , vol. 28, # 10 p. 1511 - 1516
反应条件
1: With phosphorus pentachloride; iodine in chloroform T=0°C; 0.5 h; 2: With bromine in chloroform T=0 - 20°C; 4 h; Refluxed;
参考文献
Bristol-Myers Squibb Company
Patent: US6777550 B1, 2004 ;
Location in patent: Page column 28 ;
US 6777550 B1
反应条件
1: 90 percent / PCl5 / xylene / 0.5 h / 90 °C 2: 95 percent / H2, sodium acetate / 5percent Pd/C / acetic acid / 0.5 h / 760 Torr / Ambient temperature 3: 90 percent / sodium azide / dimethylsulfoxide / 3 h / 80 °C 4: 96 percent / Bu4NBr, KOH / tetrahydrofuran / 1.5 h / Ambient temperature 5: 93 percent / H2 / 10percent Pd/C / ethanol / 1.5 h / 2280 Torr / Ambient temperature 7: 89 percent / aq. NaOH / methanol / 2 h / Ambient temperature 8: 25 percent / sodium cyanoborohydride / acetic acid; methanol / Ambient temperature 9: 69 percent / aq. NaOH / methanol / 18 h / Ambient temperature View Scheme
参考文献
Watthey; Stanton; Desai; Babiarz; Finn
Journal of Medicinal Chemistry, 1985 , vol. 28, # 10 p. 1511 - 1516
反应条件
1: 90 percent / PCl5 / xylene / 0.5 h / 90 °C 2: 95 percent / H2, sodium acetate / 5percent Pd/C / acetic acid / 0.5 h / 760 Torr / Ambient temperature 3: 90 percent / sodium azide / dimethylsulfoxide / 3 h / 80 °C 4: 96 percent / Bu4NBr, KOH / tetrahydrofuran / 1.5 h / Ambient temperature 5: 93 percent / H2 / 10percent Pd/C / ethanol / 1.5 h / 2280 Torr / Ambient temperature 7: 89 percent / aq. NaOH / methanol / 2 h / Ambient temperature 8: 12 percent / sodium cyanoborohydride / acetic acid; methanol / Ambient temperature View Scheme
参考文献
Watthey; Stanton; Desai; Babiarz; Finn
Journal of Medicinal Chemistry, 1985 , vol. 28, # 10 p. 1511 - 1516
反应条件
hydrogenchloride in water 2 h; Heating;
参考文献
Nieduzak, Thaddeus R.; Boyer, Frederick E.
Synthetic Communications, 1996 , vol. 26, # 18 p. 3443 - 3452
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide / Cooling 1.2: Cooling 2.1: sodium hydroxide / methanol View Scheme
参考文献
Tabata, Hidetsugu; Wada, Naoya; Takada, Yuko; Oshitari, Tetsuta; Takahashi, Hideyo; Natsugari, Hideaki
Journal of Organic Chemistry, 2011 , vol. 76, # 12 p. 5123 - 5131
反应条件
titanium tetrachloride in tetrahydrofuran; benzene
参考文献
Protiva; Sedivy; Holubek; et al.
Collection of Czechoslovak Chemical Communications, 1985 , vol. 50, # 8 p. 1888 - 1898